N-(4-氰基-2-碘-5-(三氟甲基)苯基)甲烷磺酰胺 | 868692-62-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-氰基-2-碘-5-(三氟甲基)苯基)甲烷磺酰胺
• 中文别名: N-(4-氰基-2-碘-5-三氟甲基苯基)甲烷磺酰胺；4-氰基-2-碘-N-甲磺酰基-5-(三氟甲基)苯胺
• 英文名称: N-(4-cyano-2-iodo-5-trifluoromethyl-phenyl)-methanesulfonamide
• 英文别名: N-(4-Cyano-2-iodo-5-(trifluoromethyl)phenyl)methanesulfonamide；N-[4-cyano-2-iodo-5-(trifluoromethyl)phenyl]methanesulfonamide
• CAS: 868692-62-0
• 化学式: C₉H₆F₃IN₂O₂S
• 分子量: 390.125
• InChiKey: ZYCQEKLESGZXKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  78.3
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  N-(4-氰基-2-碘-5-(三氟甲基)苯基)甲烷磺酰胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 sodium methylate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-(1-Hydroxy-1-methyl-2-phenylsulfanyl-ethyl)-6-trifluoromethyl-1H-indole-5-carbonitrile
  参考文献：
  名称：

  A bioisosteric approach to the discovery of indole carbinol androgen receptor ligands

  摘要：

  Two potential bioisosteres of the nonsteroidal antiandrogen bicalutamide, an imidazolidinone and an indole, were synthesized and tested for their androgen receptor binding. Indole was discovered to be a suitable bioisostere for the acyl anilide moiety in the parent compound. Several analogs in the indole series were found to be 10-fold better than bicalutamide in binding to the recombinant androgen receptor binding domain. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.036
• 作为产物：
  描述：

  4-氨基-2-三氟甲基苯甲腈 在 吡啶 、 sodium hydroxide 、 N-碘代丁二酰亚胺 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-(4-氰基-2-碘-5-(三氟甲基)苯基)甲烷磺酰胺
  参考文献：
  名称：

  A bioisosteric approach to the discovery of indole carbinol androgen receptor ligands

  摘要：

  Two potential bioisosteres of the nonsteroidal antiandrogen bicalutamide, an imidazolidinone and an indole, were synthesized and tested for their androgen receptor binding. Indole was discovered to be a suitable bioisostere for the acyl anilide moiety in the parent compound. Several analogs in the indole series were found to be 10-fold better than bicalutamide in binding to the recombinant androgen receptor binding domain. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.036

文献信息

• Novel indole derivatives as selective androgen receptor modulators (SARMS)
  申请人：Lanter C. James

  公开号：US20050245485A1

  公开（公告）日：2005-11-03

  The present invention is directed to novel indole derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及新型吲哚衍生物，含有它们的药物组合物以及它们在治疗由雄激素受体调节的疾病和症状中的应用。
• Novel indole derivatives as selective androgen receptor modulator (SARMS)
  申请人：Lanter C. James

  公开号：US20050250740A1

  公开（公告）日：2005-11-10

  The present invention is directed to novel indole derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及新型吲哚衍生物，含有它们的药物组合物以及它们在治疗由雄激素受体调节的疾病和症状中的应用。
• Indole derivatives useful as progesterone receptor modulators
  申请人：Jiang Weiqin

  公开号：US20060111427A1

  公开（公告）日：2006-05-25

  The present invention is directed to novel indole derivatives, pharmaceutical compositions containing them and their use in the treatment or prevention of disorders and diseases mediated by agonists and antagonists of the progesterone receptor. The clinical uses of these compounds are related to contraception, the treatment and/or prevention of secondary amenorrhea, dysfunctional bleeding, uterine leiomyomata, endometriosis; polycystic ovary syndrome, carcinomas and adenocarcinomas of the endometrium, ovary, breast, colon, prostate, or minication of side effects of cyclid menstrual bleeding. Additional uses of the invention include stimulation of food intake.

  本发明涉及新型吲哚衍生物、含有它们的制药组合物及其在治疗或预防由孕激素受体激动剂和拮抗剂介导的疾病和疾病中的应用。这些化合物的临床用途与避孕、治疗和/或预防继发性闭经、功能性出血、子宫肌瘤、子宫内膜异位症、多囊卵巢综合征、子宫内膜癌和腺癌、卵巢、乳房、结肠、前列腺癌或减少周期性月经出血的副作用有关。本发明的其他用途包括促进食物摄入。
• NOVEL INDOLE DERIVATIVES AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)
  申请人：Lanter James C.

  公开号：US20090216023A1

  公开（公告）日：2009-08-27

  The present invention is directed to novel indole derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及新型吲哚衍生物，包含它们的药物组合物以及它们在治疗由雄激素受体调节的疾病和症状中的应用。
• INDOLE DERIVATIVES USEFUL AS PROGESTERONE RECEPTOR MODULATORS
  申请人：Jiang Weiqin

  公开号：US20070135511A1

  公开（公告）日：2007-06-14

  The present invention is directed to novel indole derivatives, pharmaceutical compositions containing them and their use in the treatment or prevention of disorders and diseases mediated by agonists and antagonists of the progesterone receptor. The clinical uses of these compounds are related to contraception, the treatment and/or prevention of secondary amenorrhea, dysfunctional bleeding, uterine leiomyomata, endometriosis; polycystic ovary syndrome, carcinomas and adenocarcinomas of the endometrium, ovary, breast, colon, prostate, or minication of side effects of cyclid menstrual bleeding. Additional uses of the invention include stimulation of food intake.

  本发明涉及新型吲哚衍生物、含有它们的制药组合物以及它们在治疗或预防由孕激素受体激动剂和拮抗剂介导的疾病和疾病中的应用。这些化合物的临床用途涉及避孕、治疗和/或预防继发性闭经、功能性出血、子宫平滑肌瘤、子宫内膜异位症、多囊卵巢综合症、子宫内膜癌和腺癌、卵巢、乳房、结肠、前列腺癌或减少月经出血的副作用。本发明的其他用途包括促进食物摄入。